CA2423418A1 - Silicone rubber formulations and their use - Google Patents

Silicone rubber formulations and their use Download PDF

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Publication number
CA2423418A1
CA2423418A1 CA002423418A CA2423418A CA2423418A1 CA 2423418 A1 CA2423418 A1 CA 2423418A1 CA 002423418 A CA002423418 A CA 002423418A CA 2423418 A CA2423418 A CA 2423418A CA 2423418 A1 CA2423418 A1 CA 2423418A1
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bis
component
phe
units
weight
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CA002423418A
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French (fr)
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CA2423418C (en
Inventor
Christoph Tiburtius
Eckhard Wendt
Beate Ganter
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Momentive Performance Materials GmbH
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    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01BCABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
    • H01B3/00Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties
    • H01B3/18Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances
    • H01B3/30Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes
    • H01B3/46Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes silicones
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/54Silicon-containing compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • C08L83/04Polysiloxanes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04Polysiloxanes
    • C08G77/045Polysiloxanes containing less than 25 silicon atoms
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04Polysiloxanes
    • C08G77/12Polysiloxanes containing silicon bound to hydrogen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04Polysiloxanes
    • C08G77/20Polysiloxanes containing silicon bound to unsaturated aliphatic groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04Polysiloxanes
    • C08G77/22Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
    • C08G77/24Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen halogen-containing groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/70Siloxanes defined by use of the MDTQ nomenclature
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/80Siloxanes having aromatic substituents, e.g. phenyl side groups

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Organic Insulating Materials (AREA)
  • Materials For Medical Uses (AREA)

Abstract

The invention relates to a silicone rubber formulations with a low relative permittivity as well as to the shaped bodies produced therefrom and to their use.

Claims (3)

1 Use of silicone rubber formulations, comprised of A) at least one polysiloxane of Formula (I) R'SiR"2O(SiR"2O)x SiR"2R', wherein the substiturents R' and R can be in each case identical or different, and at are each alkyl radicals having 1-12 C atoms, aryl radicals, vinyl radicals and fluoroalkyl radicals having 1-12 C
atoms, x has a value from 0 to 12,000, and the [polysiloxane] has at least two olefinic unsaturated multiple bands, and can if need be have branching units of the formula SiO4/2 and R'SiO3/2, wherein R' can have the meaning indicated above, B) if desired at least one filler material having a specific surface area between 50 and 500 m2/g according to BET, C) if desired at least one filler material having a specific surface area below 50 m2g according to BET, D) if desired at least one additional auxiliary agent, E) if desired at least one saturated hydrophobing agent from the group comprised of disilazanes, siloxane diols, alkoxy silanes, silylamines, silanols, acetoxysiloxanes, acetoxysilanes, chlorosilanes, chlorosiloxanes and alkoxysiloxanes, F) if desired at least one unsaturated hydrophobing agent from the group consisting of poly vinyl-substituted groups methyldisilazanes, and methylsilanols and alkoxysilanes, each with unsaturated radicals from the group comprised of alkenyl, alkenylaryl, acryl and methacryl, G) if desired at least one trimethylsilyl end-blocked siloxane, H) if desired at least one inhibitor for the hydrosilylation reaction, I) at least one polyhydrogen siloxane that has at least two hydrogen atoms that are directly bonded to different silicon atoms in accordance with the formula II and exhibits a portion of directly bonded silicon atom bound Hydrogen atoms between 0.5 and 7 mmol/g , according to Formula II
X2D m D H d wherein a) X = M, m:n > 1, n~~2 and m+n < 4, b) X = M H, m ~~1, n ~~ 0 and m+n ~~ 1, or c) X = M and M H, m~~ 1 and n > 0; and and the D units may be replaced if desired by D vi, D Phe2, D Phe/Me, T, T
Phe, Q, bis(dialkylsilyl)C1-C8)alkanediyl, such as bis-dialkylsilylmethylene or bis-dialkylsilylethylene or bis-dialkylsilylarylene, the D H units may be replaced if desired by T H, and the M units may be replaced by M Vi, M Phe, and at least one catalyst containing one element from the platinum group, whereby the presence of more than 3 parts by weight of metal oxides, such as oxides and/or carbonates as well as additional salts and complex compounds of Fe, Al, Zn, Ti, Zr, Ce or other lanthanoids based upon 100 parts by weight of Component A is excluded.
2. Use according to claim 1, wherein the silicone rubber formulations consist of - 100 parts by weight of Component A), - 0 to 75 parts by weight of Component B), - 0 to 300 parts by weight of Component C), - 0 to 10 parts by weight of Component D), - 0 to 25 parts by weight of Component E), - 0 to 2 parts by weight of Component F), - 0 to 15 parts by weight of Component G);
- 0 to 1 part by weight of Component H), - 0.2 to 30 parts by weight of Component I), and, - in relation to the overall amount of Components A) to I), 10 to 100 ppm of Component J) in relation to the metal of the platinum group in Component J).
3. Use according to claim 1 or 2, wherein the polysiloxane A) is at least one polysiloxane of Formula (I) R'SiR"2O(SiR"2O)x SiR"2R', wherein the substitutents R' and R can be in each case identical or different, and are each alkyl radicals having 1-8 C atoms, aryl radicals, vinyl radicals and fluoroalkyl radials having 3-8 C
atoms, x has a value from 0 to 12,000 and the [polysiloxane] has at least two olefinic unsaturated multiple bonds, and can if desired have branching units of the formula SiO4/2, and R'SiO3/2, wherein R' can have the meaning indicated above, - the filler material has a specific surface area between 50 and 400 m2/g according to BET, - the catalyst of the platinum group J) is a catalyst which catalyzes the hydrosilylation reaction and is selected from metals of the platinum group, such as Ft, Rh, Ni; Ru and compounds of metals of the platinum group, such as salts or complex compounds of them.

Use according to one of claims 1, 2 or 3, wherein - the filler B) is selected from silicic acids with a surface area according to BET between 50 and 400 m2/g, - the unsaturated hydrophobing agent F) is selected from the group consisting of 1,3-divinyl-tetramethyldisilazane and tralkoxysilanes with unsaturated alkenyl, alkenylaryl, acryl, methacryl groups, - the tirmethylsilyl end-blocked polysiloxane G) is selected from polysiloxanes with dimethylsiloxy, diphenylsiloxy or phenylmethylsiloxy groups, provided that it does not contain any functional groups which participate in the hydrosilylation reaction, - the polyhydrogen siloxane I) is a polyhydrogen siloxane which has at least two hydrogen atoms bound directly to different silicon atoms of Formula II

X2D m D H n wherein a) X - M, m:n > 1, n ~1 and m+n <4, b) X = M H, m ~1, n~ 0 and m+n ~ 1, or c) X = M and M H, m~ 1 and n > 0, and and the D units may be replaced if desired by D vi, D Phe~, D Phe/~~ T. T Phe, Q, bis(dialkylsilyl)C1-C8)alkanediyl, such as bis-dialkylsilylmethylene or bis-dialkylsilylethylene or bis-dialyklsilylarylene, the D~ units may be replaced if desired by T~
and the M units may he replaced by M Vi, M Phe, with an SiH content of less than 10 mmol/g, preferably under 9 mmol/g and wherein the MeSiHO
units are statistically separated at least by one of the units D, D Phe~, D
Ph~, D, Phe/~~, bis-alkylsilylmethylene, bis-dialhylsilylethylene or bis-dialkylsilylarylene, and - the catalyst J), which contains an element from the platinum group, is selected from platinum and platinum compounds, which if desired can be applied to a support, as well as other compounds of elements of the platinum group.

Use according to one of claims 1 to 4, wherein the components I) are not adjacent statistically to any SiH
unite, but are rather separated by other siloxy units so that each MeSiHO-D H) is separated statistically from the nearest MeSiHO unit by at least one of the units D vi, D Phe~, D Phe/~~ T, T Phe, Q, bis(dialkylsilyl)C1-C~)alkanediyl, such as bis-dialkylsilylmethylene or bis-dialkylsilylethylene or his-dialkylsilylarylene, as well as by T~.

6 Use according to one of claims 1 to 5, wherein the molar proportion of the sum of the SiH groups in Component I) is 0.8 to 10 in relation to the sum of the Si-vinyl groups in Components A).

7 Use according to one of claims 1 to 6, wherein 20-100 ppm of Pt in relation to the overall amount of Components A) to I] are used as catalyst J) in the form of Pt salts, Pt complex compounds with nitrogen, phosphorus and/or alkane compounds or Pt metals on supports.

8 Use according to one of claims 1 to 7, wherein the saturated hydrophobing agents E) are selected from the group comprised of disilazanes, silylamines and/or silanols.
CA2423418A 2000-09-25 2001-09-25 Silicone rubber formulations and their use Expired - Fee Related CA2423418C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10047276.1 2000-09-25
DE10047276A DE10047276A1 (en) 2000-09-25 2000-09-25 Silicone rubber formulations with a low dielectric constant and their use as insulator material
PCT/EP2001/011092 WO2002024813A1 (en) 2000-09-25 2001-09-25 Silicone rubber formulations and the use thereof

Publications (2)

Publication Number Publication Date
CA2423418A1 true CA2423418A1 (en) 2003-03-24
CA2423418C CA2423418C (en) 2010-04-06

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CA2423418A Expired - Fee Related CA2423418C (en) 2000-09-25 2001-09-25 Silicone rubber formulations and their use

Country Status (12)

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US (1) US20040092643A1 (en)
EP (1) EP1337588B1 (en)
JP (1) JP5148042B2 (en)
KR (1) KR100852028B1 (en)
CN (1) CN100349980C (en)
AT (1) ATE420925T1 (en)
AU (1) AU2002218195A1 (en)
BR (1) BR0113993A (en)
CA (1) CA2423418C (en)
DE (2) DE10047276A1 (en)
HK (1) HK1071152A1 (en)
WO (1) WO2002024813A1 (en)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10238369A1 (en) * 2002-08-22 2004-03-04 Degussa Ag Agent as an adhesion promoter for filled and peroxidically cross-linked rubber compounds
CN1323103C (en) * 2005-04-28 2007-06-27 陈俊光 Ball-shaped organic silicon bubber products and its preparation process
JP4586981B2 (en) * 2005-06-23 2010-11-24 信越化学工業株式会社 Self-adhesive organopolysiloxane composition
US7767754B2 (en) * 2005-11-08 2010-08-03 Momentive Performance Materials Inc. Silicone composition and process of making same
US7951871B2 (en) * 2006-11-10 2011-05-31 Exxonmobil Chemical Patents Inc. Curing rubber by hydrosilation
US8247494B2 (en) * 2009-11-23 2012-08-21 Exxonmobil Chemical Patents Inc. Thermoset compositions with dispersed thermoplastic resin therein and process for making them
CN102190890B (en) * 2010-01-26 2015-06-17 横滨橡胶株式会社 Organic silicon resin composition, using method thereof, organic silicon resin, structure comprising the same, and optical semiconductor component sealing member
DE102010062139A1 (en) * 2010-11-29 2012-05-31 Wacker Chemie Ag One-component organopolysiloxane compositions with high relative permittivity
CN102827479A (en) * 2012-08-20 2012-12-19 中昊晨光化工研究院有限公司 Liquid silicone rubber
CN103756329B (en) * 2013-12-25 2016-04-27 广东阿尔派新材料股份有限公司 A kind of electro-insulating rubber being applied to electric cable fitting and preparation method thereof
JP7457450B2 (en) * 2017-10-20 2024-03-28 信越化学工業株式会社 Silicone compositions, cured silicone rubber products, and power cables
CN114752223B (en) * 2022-05-13 2023-06-30 成都拓利科技股份有限公司 High-strength leakage-resistant tracking liquid silicone rubber and preparation method thereof
CN116875057B (en) * 2023-08-04 2024-04-05 浙江凌志新能源科技有限公司 Preparation method of low-density silicone rubber foaming material

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62290754A (en) * 1986-06-11 1987-12-17 Toshiba Silicone Co Ltd Method of preventing interference in curing
JPH01313565A (en) * 1988-06-10 1989-12-19 Toray Dow Corning Silicone Co Ltd Curable organopolysiloxane composition
JP3270489B2 (en) * 1991-01-30 2002-04-02 東レ・ダウコーニング・シリコーン株式会社 Curable organopolysiloxane composition
KR0135217B1 (en) * 1993-10-25 1998-04-22 에리히 프랑크, 칼-하인즈 림뵉 Hydrophobic silica containing transition metals
JPH1046029A (en) * 1996-07-30 1998-02-17 Toray Dow Corning Silicone Co Ltd Silicone rubber composition and its production
JP3488345B2 (en) * 1996-08-20 2004-01-19 信越化学工業株式会社 Curable silicone rubber composition, cured product thereof, and resin-sealed semiconductor device sealed thereby
JPH1112470A (en) * 1997-06-25 1999-01-19 Toray Dow Corning Silicone Co Ltd Liquid silicone rubber composition for high-voltage electrical insulating component
JP3354104B2 (en) * 1998-08-04 2002-12-09 ソニー株式会社 How to insulate a cathode ray tube

Also Published As

Publication number Publication date
EP1337588A1 (en) 2003-08-27
EP1337588B1 (en) 2009-01-14
BR0113993A (en) 2003-08-12
CN1553937A (en) 2004-12-08
HK1071152A1 (en) 2005-07-08
KR100852028B1 (en) 2008-08-13
CN100349980C (en) 2007-11-21
JP2004510010A (en) 2004-04-02
DE50114664D1 (en) 2009-03-05
KR20030045812A (en) 2003-06-11
ATE420925T1 (en) 2009-01-15
JP5148042B2 (en) 2013-02-20
US20040092643A1 (en) 2004-05-13
DE10047276A1 (en) 2002-04-18
WO2002024813A1 (en) 2002-03-28
AU2002218195A1 (en) 2002-04-02
CA2423418C (en) 2010-04-06

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